Visible Light Induced B-H Bond Insertion Reaction with Diazo Compounds.
J Org Chem
; 89(17): 12583-12590, 2024 Sep 06.
Article
in En
| MEDLINE
| ID: mdl-39158102
ABSTRACT
A protocol induced by visible light for the direct insertion of α-carbonyl carbenes into the B-H bond of amine-borane adducts has been developed under conditions that are free of metal and photocatalyst. This approach provides a straightforward route to various organoboron compounds from diazo compounds and amine-borane adducts with moderate to good yields. Mechanistic investigations reveal that this photoinduced reaction proceeds through concerted carbene insertion into the B-H bond, and the photoinduced generation of free carbene from α-diazo esters may be the rate-determining step.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
J Org Chem
Year:
2024
Document type:
Article
Affiliation country:
China
Country of publication:
United States